Patel Janki J, Modh Rahul P, Asamdi Manjoorahmed, Chikhalia Kishor H
Department of Chemistry, Veer Narmad South Gujarat University, Surat, 395007, Gujarat, India.
Department of Chemistry, School of Sciences, Gujarat University, Ahmedabad, 380009, Gujarat, India.
Mol Divers. 2021 Nov;25(4):2271-2287. doi: 10.1007/s11030-020-10117-y. Epub 2020 Jun 28.
Practical synthesis and biological activities of quinazolinyl-triazinyl semicarbazides (10a-j) and quinazolinyl-triazinyl thiosemicarbazides (11a-j) have been described. The novel semicarbazides and thiosemicarbazides were prepared by condensation of different nucleophiles like isocyanate and isothiocyanate by the displacement of chlorine atoms on the basis of functionality concept on varying conditions. The synthesized quinazolinyl-triazinyl semicarbazide and thiosemicarbazide derivatives were evaluated for their expected antimicrobial activity. All the final synthesized derivatives were characterized by their melting point, mass spectra, H NMR and C NMR as well as elemental microanalysis. The final analogues were then analyzed for their in vitro antimicrobial activity against bacteria (Gram positive and negative) and fungus using the agar streak dilution method as well as in vitro anti-HIV activity against two types of viral strains, viz. HIV type I (III) and type II (ROD) by using MTT assay method. SAR and HOMO-LUMO studies were also carried out for proving the structural biological activity. Among them, compounds 10e, 10f, 11h and 11j gave best results as their energy gap is very low which makes their activity higher.
已描述了喹唑啉基 - 三嗪基氨基脲（10a - j）和喹唑啉基 - 三嗪基硫代氨基脲（11a - j）的实际合成及其生物活性。通过基于不同条件下的官能团概念，用异氰酸酯和异硫氰酸酯等不同亲核试剂取代氯原子，制备了新型氨基脲和硫代氨基脲。对合成的喹唑啉基 - 三嗪基氨基脲和硫代氨基脲衍生物进行了预期抗菌活性评估。所有最终合成的衍生物通过熔点、质谱、氢核磁共振和碳核磁共振以及元素微量分析进行表征。然后使用琼脂划线稀释法分析最终类似物对细菌（革兰氏阳性和阴性）和真菌的体外抗菌活性，以及使用MTT测定法分析对两种病毒株即I型（III）和II型（ROD）HIV的体外抗HIV活性。还进行了构效关系（SAR）和最高占据分子轨道 - 最低未占据分子轨道（HOMO - LUMO）研究以证明结构与生物活性的关系。其中，化合物10e、10f、11h和11j给出了最佳结果，因为它们的能隙非常低，这使得它们的活性更高。
